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$365,000
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Property Description
*RARE FIND*--a two-family with a true THREE bedroom apartment! Why rent when you can own-and have someone else help pay the mortgage? This solid Southampton two-family is the ultimate first step into homeownership, combining a place to call your own with built-in rental income. Move into one unit, rent the other, and let your tenant help offset your monthly payment while you build equity instead of paying your landlord's mortgage. The location couldn't be better. You're just a short walk from neighborhood favorites like The Attic Music Bar, The Royale, Silverleaf Lounge, Bud's Pizza & Beer, The Golden Hoosier, and morning coffee runs to Piper's. Enjoy all the charm and convenience that make South City such a great place to call home. Inside, both apartments offer a comfortable, functional layout with a living room, dining room, kitchen, full bath & a charming sunroom both you & your houseplants will love. The second floor apartment has three private bedrooms & the first floor apartment has two private bedrooms. Original hardwood floors on the main level (brand new carpet upstairs), vintage fireplaces, stained glass windows, and classic architectural details add the kind of character that's hard to find in newer construction. Grab a drink and unwind on the spacious covered front porch, tackle laundry and storage with ease in the large unfinished basement, and enjoy the convenience of a garage & parking pad out back. Whether you're looking for an affordable path to homeownership, a smart investment, or both, this Southampton gem is ready to help you get ahead. Want more info? Skip the Zillow rabbithole & reach out to me, the listing agent, directly for more info or to schedule a tour.
Full Property Details
Full Property Details for 5004 Winona Ave
General
- Price: $365,000
- Taxes: $3,986 (2025)
- Status: Active
- Type: Single Family
- Source: MARIS
- MLS ID: 26059753
- Updated: 9/15/2026
- Added to Site: 27 day(s) ago
Interior
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Living Room
Parking
- Garage: Yes
- Garage Spaces: 2
Location
- Area: 3 - South City
- County: St Louis City
- Township: St. Louis City
- Subdivision: Southampton
- Neighborhood: Southampton
School Information
- High School District: St. Louis City
- Elementary School: Buder Elem.
- Middle School: Long Middle Community Ed. Center
- High School: Roosevelt High
Community
- Units Assoc/Comm: 2
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Forced Air
Utilities
- Water: Public
Structural Information
- Architectural Style: Historic, Traditional
- Basement: Yes
- Basement Desc.: Full
- Square Feet: 2,424
- Year Built: 1926
Lot Features
- Lot Size (Acres): 0.0973
- Lot Size (Sq. Ft.): 4,238.39
Financial Considerations
- Tax Amount: $3,986
- Tax Year: 2025
Disclosures and Reports
- Special Conditions: Standard
- Disclosures/Reports: Seller Property Disclosure
- Property ID: 5775-00-0180-0
Listed by Garcia Properties
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Schools
Schools serving 5004 Winona Ave
School District:St. Louis City School District
| Name | Grades | Distance |
|---|---|---|
Buder Elementary School, St. Louis, MO 5319 Lansdowne Ave, St. Louis, MO 63109 | PK-5 | 0.3 mi |
Long Middle Community Ed. Center 5028 Morganford Rd, St. Louis, MO 63116 | 6-8 | 0.9 mi |
Roosevelt High School 3230 Hartford St, St. Louis, MO 63118 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5004 Winona Ave
Date
Details
Price
Change
Source
9/15/2026
Listed
$365,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5004 Winona Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,986
—
$48,350
22%
2024
$3,986
25%
$39,790
—
2023
$3,195
10%
$39,790
14%
2021
$2,912
—
$34,940
—
2022
$2,916
—
$34,940
13%
2021
$2,912
21%
$30,970
9%
2018
$2,413
2%
$28,330
—
2017
$2,372
10%
$28,330
11%
2016
$2,164
10%
$25,480
—
2015
$1,962
-23%
$25,480
-18%
2019
$2,556
32%
$30,970
23%
2014
$1,942
—
$25,230
—
2013
$1,942
—
$25,230
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5004 Winona Ave
5004 Winona Avenue, Saint Louis, MO 63109 (MLS# 26059753) is a Single Family property with 0 bedrooms and 0 full bathrooms. 5004 Winona Avenue is currently listed for $365,000 and was received on September 15, 2026. Want to learn more about 5004 Winona Avenue? Do you have questions about finding other Single Family real estate for sale in Saint Louis? You can browse all Saint Louis real estate or contact a Coldwell Banker agent to request more information.

